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Key West Hotel with Pool

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Check availability on Key West Hotel with Pool

Tonight
16 Sept - 17 Sept
Tomorrow
17 Sept - 18 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Key West hotels with a pool

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
  • Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
HK$628
HK$1,236 total
includes taxes & fees
20 Sept - 21 Sept
Silver Palms Inn & Historic Homes

2. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
HK$1,435
HK$1,967 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Vacation Club at Windward Pointe, Key West

3. Duval House

Duval House
Old Town Key West
  • Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
HK$745
HK$1,007 total
includes taxes & fees
20 Sept - 21 Sept
Duval House

4. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
HK$862
HK$970 total
includes taxes & fees
23 Sept - 24 Sept
Hampton Inn Key West FL

5. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
HK$810
HK$1,176 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

6. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
HK$1,820
HK$2,595 total
includes taxes & fees
5 Oct - 6 Oct
Hyatt Centric Key West Resort and Spa

7. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
HK$860
HK$1,409 total
includes taxes & fees
20 Sept - 21 Sept
Blue Flamingo Resort Key West

8. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
HK$685
HK$1,521 total
includes taxes & fees
23 Sept - 24 Sept
Beachside Resort & Residences

9. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
HK$863
HK$1,466 total
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West

10. Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West
  • Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
HK$614
HK$760 total
includes taxes & fees
21 Sept - 22 Sept
Douglas House - Adults Only
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Choose what matters most at hotels with a pool in Key West

Breakfast included
Hot tub
4 stars
Spa
Water park

Hotels with pools and free breakfast in Key West

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
HK$628
HK$1,236 total
includes taxes & fees
20 Sept - 21 Sept
Silver Palms Inn & Historic Homes

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
HK$862
HK$970 total
includes taxes & fees
23 Sept - 24 Sept
Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$810
HK$1,176 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,409 total
includes taxes & fees
20 Sept - 21 Sept
Blue Flamingo Resort Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
HK$795
HK$1,148 total
includes taxes & fees
20 Sept - 21 Sept
Ibis Bay Beach Resort

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
HK$1,734
HK$2,498 total
includes taxes & fees
28 Sept - 29 Sept
Pier House Resort & Spa

Havana Cabana at Key West

Havana Cabana at Key West
New Town
HK$863
HK$1,466 total
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
HK$1,820
HK$2,595 total
includes taxes & fees
5 Oct - 6 Oct
Hyatt Centric Key West Resort and Spa

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
HK$823
HK$1,146 total
includes taxes & fees
23 Sept - 24 Sept
Hilton Garden Inn Key West / The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
HK$911
HK$1,245 total
includes taxes & fees
30 Sept - 1 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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Hotels with pools and hot tubs in Key West

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West
HK$1,546
HK$1,739 total
includes taxes & fees
30 Sept - 1 Oct
Almond Tree Inn Hotel - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West
HK$1,494
HK$1,681 total
includes taxes & fees
23 Sept - 24 Sept
Orchid Key Inn - Adults Only

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
HK$1,435
HK$1,967 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Vacation Club at Windward Pointe, Key West

Tropical Inn

Tropical Inn
Old Town Key West
HK$757
HK$1,048 total
includes taxes & fees
20 Sept - 21 Sept
Tropical Inn

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
HK$1,734
HK$2,498 total
includes taxes & fees
28 Sept - 29 Sept
Pier House Resort & Spa

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,409 total
includes taxes & fees
20 Sept - 21 Sept
Blue Flamingo Resort Key West

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
HK$1,046
HK$1,565 total
includes taxes & fees
28 Sept - 29 Sept
Paradise Inn Key West - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
HK$524
HK$942 total
includes taxes & fees
22 Sept - 23 Sept
The Southernmost Inn - Adults Only

Havana Cabana at Key West

Havana Cabana at Key West
New Town
HK$863
HK$1,466 total
includes taxes & fees
1 Oct - 2 Oct
Havana Cabana at Key West

Beachside Resort & Residences

Beachside Resort & Residences
Key West
HK$685
HK$1,521 total
includes taxes & fees
23 Sept - 24 Sept
Beachside Resort & Residences
View all properties

4-star hotels with pools in Key West

Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
HK$1,734
HK$2,498 total
includes taxes & fees
28 Sept - 29 Sept
Pier House Resort & Spa

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
HK$1,820
HK$2,595 total
includes taxes & fees
5 Oct - 6 Oct
Hyatt Centric Key West Resort and Spa

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$810
HK$1,176 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
HK$1,369
HK$2,113 total
includes taxes & fees
28 Sept - 29 Sept
Southernmost Beach Resort and Guesthouses

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
HK$1,727
HK$2,552 total
includes taxes & fees
30 Sept - 1 Oct
Ocean Key Resort - A Noble House Resort

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
HK$910
HK$1,474 total
includes taxes & fees
23 Sept - 24 Sept
Parrot Key Hotel & Villas

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
HK$1,396
HK$2,063 total
includes taxes & fees
30 Sept - 1 Oct
Margaritaville Beach House Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
HK$822
HK$1,402 total
includes taxes & fees
1 Oct - 2 Oct
The Perry Hotel & Marina Key West

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Key West Historic District
HK$1,263
HK$1,686 total
includes taxes & fees
30 Sept - 1 Oct
La Concha Key West, Autograph Collection

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
HK$832
HK$1,404 total
includes taxes & fees
23 Sept - 24 Sept
Hilton Key West Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Second time staying at this hotel and will be back ASAP"
Susan 4-night trip
Posted 5 hours ago
Southwinds Motel
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples that checked in after us were traveling together and their rooms were far apart and they asked to be moved closer and the staff at check in made no effort to accommodate them. The other pools were fine and the breakfast was great. The rooms were very nice and the resort is in a quiet peaceful area about a mile from lower Duval where the action is. I would be hesitant to stay there again."
Angelo 4-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Had a great time here."
Stephanie 2-night trip
Posted 10 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Front desk associate was fantastic as well as the shuttle drivers . Free buffet breakfast kept me full until supper so that helped save money."
Carolyn 5-night trip
Posted 11 hours ago
Hampton Inn Key West FL
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"It was a nice hotel. It was very clean quiet they had two Swimming Pool pools so that made it nice for the kids at one pool primarily and the adults at the other the walk-up bars were nice and close."
christopher 1-night trip
Posted 11 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Our stay was pleasant except for the rooster in the Palm tree that woke me up at 3;45 AM in the morning."
James 4-night trip
Posted 22 hours ago
Hilton Garden Inn Key West / The Keys Collection
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Loved it, marina view room"
Bianca 4-night trip
Posted 2 days ago
The Perry Hotel & Marina Key West

Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 288 places to stay with pools. During your trip, you can explore attractions such as Duval Street and Florida Keys Beaches, and then take it easy poolside at one of the accommodation options in Key West that guests like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Florida Keys Beaches. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Ibis Bay Beach Resort: Hotel located near Florida Keys Beaches. Offers a private beach, an outdoor pool and daily. Hilton Garden Inn Key West / The Keys Collection: Hotel located near Florida Keys Beaches. Provides 2 restaurants, a pool and complimentary high-speed (wired) Internet access. Parrot Key Hotel & Villas: Hotel located near Florida Keys Beaches. Features a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Offers 2 restaurants, 2 outdoor swimming pools and 2 pool bars.
How many hotels with pools will I find in Key West?
Expedia's 288 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places such as Duval Street and Florida Keys Beaches while you're in Key West. The picturesque setting of Key West Butterfly and Nature Conservatory and Southernmost Point showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.

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